Oldsmar Homes under $400,000

Oldsmar Homes under $400,000

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! Known for its vibrant community and picturesque landscapes, Oldsmar offers a perfect blend of suburban charm and outdoor adventure. With its close proximity to the stunning Gulf Coast beaches and lush nature parks, residents enjoy a lifestyle that balances relaxation and recreation.

Oldsmar is rich in history, with roots dating back to the early 1900s. Today, it boasts a thriving economy, excellent schools, and a variety of local shops and restaurants that reflect the city's unique character. The Oldsmar City Hall and the nearby Oldsmar Park are just a few of the landmarks that showcase the city's commitment to preserving its heritage while embracing modern living.

For those seeking a home in this delightful city, Oldsmar offers an impressive selection of properties under $400,000. Whether you're a first-time homebuyer, a growing family, or looking to downsize, you'll find a range of options that cater to your needs. From charming single-family homes with spacious yards to cozy townhouses in friendly neighborhoods, there’s something for everyone.

Living in Oldsmar means enjoying the best of both worlds – a peaceful suburban lifestyle with easy access to urban amenities. With a strong sense of community and a plethora of outdoor activities, including biking, hiking, and waterfront fun, Oldsmar is not just a place to live, but a place to thrive. Come explore the opportunities that await you in this delightful Florida city!

Newest Oldsmar Homes under $400,000

193 Blue Marlin Drive, Oldsmar
$255,000
3 Beds ⋅ 3 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Welcome to refined Florida living in this 3-bedroom 3- full bathroom home with FULLY REMODELED INTERIOR || NEW KITCHEN, 3 NEW BATHROOMS, NEW LUXURY VINYL PLANK FLOORING throughout! || NEW EXTERIOR DOORS, NEW IMPACT WINDOWS || NEW INTERIOR DOORS, NEW HIGH BASEBOARDS, NEW PAINT, NEW DESIGNER LIGHTING || For added peace of mind, the home includes a NEW 200-amp electrical panel, all new wiring, and completely updated plumbing throughout, along with a tankless water heater, and a newer A/C system (approximately 4 years old) || This Split Bedroom plan boasts TWO PRIMARY SUITES w/ ENSUITES—perfect for hosting guests or creating dual primary retreats. The interior showcases elevated finishes, including a beautifully updated kitchen with ELEGANT NEW CABINETRY, NEW GRANITE COUNTERTOPS, LARGE CENTER ISLAND w/ breakfast bar, & NEW SS APPLIANCES. The home continues to impress with new luxury vinyl plank (LVP) flooring throughout, delivering a seamless blend of style, durability, and effortless maintenance. The home also features new subflooring and all-new siding, reflecting exceptional attention to detail and lasting quality. Designed for effortless living, the property features keyless entry. Embrace the best of 55+ living in Gull-Aire Village and live the Florida dream. PLUS NO FLOODING HERE. Arriving at this spacious corner lot manufactured home, where you own the land, you’ll find a two-car carport that accommodates both your vehicle and golf cart in this golf cart friendly community, and two dedicated storage areas. At the heart of this vibrant community, the clubhouse invites residents to monthly events and offers a wealth of amenities for residents to connect and unwind—including a pool table, shuffleboard and bocce ball courts, a heated pool, and a relaxing spa. Engage in regular activities like bingo, card games, and line dancing, fostering a lively and social atmosphere. Navigate the golf cart-friendly streets with ease and enjoy affordable living, with HOA fees at just $70 per month in a meticulously maintained neighborhood. Pet lovers are welcome: one pet of any size is permitted, and a second may be allowed with an emotional support letter from a physician. Ownership includes the land—no lot rent required, giving you peace of mind and long-term value. Everyday conveniences are right at your doorstep, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store just across the street. Savor the variety of dining options nearby, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eve's Family Restaurant. Major retailers like Super Walmart and Publix, as well as Countryside Hospital, are only about 10 minutes away. For outdoor enthusiasts, the breathtaking beaches of Honeymoon Island and Caladesi State Park are approximately ten miles from home, offering the perfect escape for sun and sand. A scenic biking and walking trail along the canal provide easy access from within the community, inviting you to enjoy nature at your own pace. This is a rare opportunity to own a truly fabulous, move-in ready, and beautifully upgraded home in one of the area’s most sought-after communities.

193 Blue Marlin Drive, Oldsmar
260 Balsam Drive, Oldsmar
$205,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Virtually Staged. Welcome home to this beautiful 2-bedroom, 2-bathroom villa nestled within the highly desirable gated community of East Lake Woodlands! Offering an exceptional blend of comfort, style, and functionality, this inviting residence features a desirable split-bedroom floor plan designed to provide privacy for both owners and guests. Step inside to discover a spacious, light-filled living room, perfect for everyday living and entertaining. A dedicated dining area and charming wet bar create the ideal setting for hosting family and friends. The well-appointed kitchen features a full appliance package, abundant cabinetry, and generous counter space, providing both convenience and functionality. The spacious primary suite offers a peaceful retreat, complete with a walk-in closet and private en-suite bathroom featuring a large walk-in shower. The secondary bedroom is conveniently located near a full guest bathroom, providing comfort and privacy for visitors. An expansive additional family room offers versatile living space, ideal for a media room, home office, or relaxing entertainment area. Enjoy the best of Florida's indoor-outdoor lifestyle with two inviting outdoor spaces! Sliding glass doors lead to a private, fenced front courtyard, perfect for enjoying your morning coffee, outdoor dining, or simply unwinding in a tranquil setting. At the rear of the home, a generously sized enclosed porch provides additional space for relaxing or entertaining year-round. Located within the beautiful, gated East Lake Woodlands community, residents have the opportunity to enjoy an array of exceptional amenities through optional club membership, including championship golf, tennis, fitness facilities, dining, and a variety of social activities. Surrounded by lush landscaping and a peaceful atmosphere, this sought-after community offers a wonderful Florida lifestyle. Conveniently situated near shopping, restaurants, entertainment, medical facilities, and major roadways, this villa combines the tranquility of gated community living with easy access to everyday conveniences. Don't miss this wonderful opportunity to own a beautiful villa in one of the area's most desirable communities. Schedule your private showing today and experience all that East Lake Woodlands has to offer!

260 Balsam Drive, Oldsmar
1909 Chesapeake Court, Oldsmar
$299,900
3 Beds ⋅ 2 Baths ⋅ Bayside Meadows-Phase I SubDv. ⋅ 34677 Zip Code
INVESTOR SPECIAL! CASH OFFERS ONLY – SOLD AS IS! Calling all investors, flippers, and renovation enthusiasts! Opportunity awaits with this property offering tremendous potential for the right buyer! Situated on an oversized lot at the end of a quiet cul-de-sac in an established Oldsmar neighborhood, this home offers a fantastic location and endless possibilities for transformation! Featuring approximately 1,588 square feet of living space, this property is ready for a complete renovation. Whether you're looking for your next fix-and-flip project or an investment opportunity, bring your contractor, creativity, and vision! Location, lot size, and opportunity! Don't miss your chance to transform this diamond in the rough into something special! Seller will consider all reasonable offers. Buyer to verify all property information, renovation requirements, and potential resale value.

1909 Chesapeake Court, Oldsmar
209 Dolphin Drive, Oldsmar
$194,900
2 Beds ⋅ 2 Baths ⋅ Gull Aire Vlg SubDv. ⋅ 34677 Zip Code
In Gull Aire Village, Oldsmar’s 55+ community, you own the land under your home and pay just $70 a month in HOA fees. This 2-bedroom, 2-bath home is move-in ready. Fresh paint, wood-look floors, and ceiling fans run throughout. A tiled Florida room welcomes you inside, and the open living room centers on a cozy fireplace for the cooler evenings. The spacious kitchen has plenty of cabinet space, a breakfast bar for morning coffee, and stainless appliances, including the range, dishwasher, and microwave. Storm season is less stressful here, with hurricane shutters and a hurricane-rated sliding glass door that opens to ramp access. The AC has been regularly maintained, and the laundry area has new flooring. An enclosed workshop gives you room for projects and hobbies. Outside your door you’ll find an active clubhouse, library, billiards, shuffleboard, and a heated pool and spa. One pet of any size is welcome, and leasing is allowed. Restaurants, shopping, and entertainment are a stones throw from here and Gulf beaches and Tampa-area airports are a short drive away. Homes at this price with land ownership don’t last, so schedule your private showing today. Room sizes are approximate and should be verified.

209 Dolphin Drive, Oldsmar
90 Evelyn Court, Oldsmar
$269,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cluster Homes SubDv. ⋅ 34677 Zip Code
Virtually Staged. OPPORTUNITY KNOCKS! This 2-bedroom, 2-bath East Lake Woodlands villa offers a stunning water view & is competitively priced for a prompt sale! The elevated, expanded living space has tile &/or laminate flooring throughout, & a small deck overlooks the water, a peaceful & serene spot for your outdoor chairs. The walls have been freshly painted in a neutral color, & the home has also been professionally cleaned so it sparkles. The updated kitchen features an island, granite countertops, a newer window, & ample wood cabinetry. Major system updates include the HVAC (2024), water heater (2023), electrical panel (2022), & roof (2020). The home does need a few cosmetic updates, but at this price you have room to make it your own. There is also a warranty paid for the buyer to cover you for the first year of ownership from Americas Preferred Home Warranty which allows you to use your own contractors for any covered repairs. PLUS, you are within East Lake Woodlands, a premier country club community with major amenities available to members of Ardea Country Club (private). If you like golf, tennis, pickleball, putting greens, a clubhouse with a fitness center, two pools, restaurant and snack bar plus more....this is the place for you! (club membership requires an additional fee, please contact Ardea for more information). No other villa on the market matches this location & view, so don't wait. Schedule your showing today!

90 Evelyn Court, Oldsmar
127 Camphor Circle Unit D, Oldsmar
$135,000
2 Beds ⋅ 2 Baths ⋅ Gardens Of Forest Lakes Condo The SubDv. ⋅ 34677 Zip Code
This condo is a 2/2 located on the 2nd floor with deck by the water .this community includes this 15 acre waterfront park offering a scenic view of sparkling Tampa Bay .Picnic Shelter, Playground, Hiking Path, Parking Area, Tennis Courts Basketball Court and Racquet Ball Courts and much more

127 Camphor Circle Unit D, Oldsmar
166 Manta Circle, Oldsmar
$234,900
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Spacious 1992 Jacobsen home with 1,444 square feet of living area, now available in the desirable 55+ Gull-Aire Village community. Ideally located on Manta Circle, this home features an open floor plan that is perfect for entertaining, a bonus room suitable for a home office or den, a large indoor laundry room, and new baseboards throughout. Recent updates include a TPO roof and windows installed in 2020, a new water heater installed in 2025, and a new air-conditioning system installed in 2019 with a warranty contract through 2028. The exterior was freshly painted in October 2026. Additional features include two storage sheds for bikes, tools, or workshop space and a welcoming screened porch at the front of the home. Gull-Aire Village offers an active, well-maintained, pet-friendly community with a vibrant clubhouse, heated pool and spa, pool table, shuffleboard, bocce ball court, bingo, card games, line dancing, and other regular activities. Golf-cart-friendly streets make getting around the neighborhood easy and enjoyable. The HOA fee is just $70 per month, and ownership includes the land—there is no lot rent. Conveniently located across from AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store, with numerous dining options nearby, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Super Walmart, Publix, and Countryside Hospital are approximately 10 minutes away. Enjoy easy access to a scenic canal-side biking and walking trail within the community, as well as the beautiful beaches of Honeymoon Island and Caladesi State Park, approximately ten miles away. Room sizes are approximate.

166 Manta Circle, Oldsmar
140 Hunter Lake Drive Unit D, Oldsmar
$145,000
2 Beds ⋅ 2 Baths ⋅ Gardens Of Forest Lakes Condo The SubDv. ⋅ 34677 Zip Code
Virtually Staged. There's something special about stepping into a home where everything is new and the possibilities feel open. Thoughtfully designed for modern living, this newly constructed home brings together contemporary style, everyday comfort, and practical functionality. With fresh finishes and the convenience of a brand-new space, it's an opportunity to settle in, make it your own, and enjoy the simple pleasures of home without taking on an immediate renovation project. Beyond the front door, the community offers opportunities to unwind, stay active, and connect. Spend a sunny afternoon by the pool, enjoy the playground and basketball courts, or simply take in the surrounding trees, green spaces, and natural scenery. Whether your day calls for outdoor recreation or a quiet evening at home, there's room to enjoy both. Everyday convenience adds another layer of appeal. Nearby restaurants, coffee shops, grocery stores, pharmacies, and other local services make daily errands and spontaneous outings easier to plan. Parks, trails, recreational destinations, schools, healthcare facilities, and major transportation routes offer additional options for exploring the surrounding area and staying connected to nearby destinations. Combining the freshness of new construction with community amenities and access to everyday essentials, this home offers a welcoming setting for the routines you enjoy and the experiences still to come.

140 Hunter Lake Drive Unit D, Oldsmar
1912 Castle Bay Court, Oldsmar
$309,900
3 Beds ⋅ 2 Baths ⋅ Sheffield Village Ph Ii At Bayside Meadows SubDv. ⋅ 34677 Zip Code
Beautifully renovated 3 bed, 2 bath home tucked away on a quiet cul-de-sac in the heart of Oldsmar. Vaulted ceilings welcome you in and open to an updated kitchen with a peninsula layout, wood shaker cabinets, quartz counters, a tile backsplash, and stainless steel appliances. You'll find new luxury vinyl plank flooring, updated baseboards, new light fixtures, and ceiling fans throughout, plus a 2023 HVAC system. The split floor plan gives the spacious primary suite its own private bath, and the indoor laundry comes with a stackable washer and dryer. Out back, enjoy a screened porch and a brick paver yard enclosed by a wood privacy fence. Just steps from Sheffield Park with its walking and running trail, tennis and basketball courts, playground, and covered pavilion. Minutes to new shopping and dining, with an easy drive to downtown Tampa, Tampa International Airport, Clearwater Beach, and St. Pete. Move-in ready with no HOA, no CDD, and no flood claims. Don’t miss this incredible opportunity to own a beautiful home in one of Oldsmar’s most sought after communities.

1912 Castle Bay Court, Oldsmar
109 Lakeside Drive, Oldsmar
$199,900
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Welcome to this stunning, ground floor 2 bedroom to 2 bath condo in a guarded and gated community of East Lake Woodlands, where you can enjoy a maintenance-free Florida living at its best. Step inside and discover the seamless combination of quality updates with comfort. The spacious living and dining areas flow seamlessly together, creating an inviting, open atmosphere perfect for entertaining or simply relaxing at home. The well-appointed kitchen features a breakfast nook, convenient breakfast bar with a pass-through to the dining area, making both casual meals and gatherings a breeze. The desirable split-bedroom floor plan provides privacy, while the generously sized primary suite is a true retreat, featuring THREE walk-in closets! Additional highlights include plantation shutters throughout, living room fireplace, and an enclosed, all-weather Florida room overlooking a pond. Imagine starting your mornings with coffee while enjoying the serene water views or unwinding in the evening surrounded by nature. Enjoy the convenience of a lock-and-leave Florida lifestyle, with monthly condo fees covering basic cable, internet, water, sewer, and trash removal. Less time worrying about maintenance means more time enjoying everything Florida has to offer! Nestled within the well-established East Lake Woodlands community, residents enjoy the comfort of guarded entry. For those seeking an active, resort-inspired lifestyle, optional membership to Ardea Country Club offers access to golf, tennis, pickleball, fitness facilities, clubhouse amenities, and more. Location is another standout feature! Conveniently situated near shopping, restaurants, parks, entertainment, and everyday essentials, with easy access to Tampa International Airport and St. Pete-Clearwater International Airport. Whether you're looking for a full-time residence or a seasonal Florida getaway, this exceptional ground-floor condo checks all the boxes! Beautiful updates, spacious living, pond views, and a sought-after gated community make this an opportunity you won't want to miss. Come experience the charm, comfort, and convenience of East Lake Woodlands living!

109 Lakeside Drive, Oldsmar
131 Sabal Court Unit H, Oldsmar
$135,000
2 Beds ⋅ 2 Baths ⋅ Gardens Of Forest Lakes Condo The SubDv. ⋅ 34677 Zip Code
Gardens of Forest Lakes in fabulous Oldsmar! with 2 bedrooms and 2 bathrooms plus a screened balcony. Beautiful luxury vinyl flooring throughout… desirable layout boasts an open concept great room floorplan featuring spacious dining and living areas. Extend your living and entertaining space outdoors through the sliding glass doors leading to the balcony with Trek decking and featuring a deep storage closet. A perfect setting for morning coffee or afternoon cocktails! Fabulous kitchen offers gorgeous quartz countertop, white shaker soft-close cabinetry with designer hardware, floating shelves, brand-new stainless-steel appliances including refrigerator, ceran top range, built-in microwave, dishwasher and large undermount SS sink. Hallway laundry room features brand new washer, dryer, water heater and upper cabinetry that is ideal for additional storage. Convenient hall bathroom boasts decorative single vanity with tub/shower combination with stunning tile waterfall accents. Primary bedroom is located at the end of the hallway with a spacious walk-in closet and amazing ensuite boasting a designer vanity and gorgeous walk-in shower with tile waterfall accents. Everything is NEW, including the AC! TOTALLY MOVE-IN READY!!!! The HOA fee includes exterior maintenance, exterior grounds care, trash as well as fabulous amenities including swimming pool, tennis and racquetball courts, playground and fishing pier. A true Florida lifestyle! Close to shopping, restaurants and medical, easy access to the Pinellas Trail, and of course the famed Gulf beaches are nearby. A welcoming community and a stylish, move-in ready home await! This is carefree Florida living at its finest!!! Seller financing is available!

131 Sabal Court Unit H, Oldsmar
300 State Street E Unit 326, Oldsmar
$328,000
2 Beds ⋅ 3 Baths ⋅ Oldsmar Galleria SubDv. ⋅ 34677 Zip Code
Virtually Staged. Discover elevated living in the heart of Oldsmar! Welcome to this spacious, move-in-ready penthouse condominium at Oldsmar Galleria, offering 1,553 square feet of living space, two bedrooms, 2.5 baths and a distinctive two-level floor plan. One of the largest floor plans in the building, this residence stands out with its impressive high ceilings, abundant natural light and bright, open living spaces that create an inviting sense of comfort and openness. The main living level features a spacious open-concept layout, ideal for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, generous cabinet space and a convenient breakfast bar. Upstairs, both bedrooms offer the privacy of their own ensuite baths, providing a comfortable and functional arrangement. Additional highlights include a new A/C system (2026), in-unit laundry, one assigned parking space and convenient elevator access to the third floor. Location is everything! Situated in the heart of Oldsmar, this condominium places you within a short distance of local coffee shops and restaurants, with convenient access to shopping, parks, Tampa, Clearwater and the beautiful Gulf Coast beaches. Enjoy the convenience of a central Tampa Bay location while embracing a low-maintenance Florida lifestyle.

300 State Street E Unit 326, Oldsmar
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